Teen arrested after stealing tons of condoms from a CVS, not aware that he was being watched by a surveillance camera the entire time. If someone had just told him how douchey his mohawk was to begin with, he wouldn't have been under the false pretense that he was capable of getting laid in the first place (pic at the link).

2003: Commander in Chief George W. Bush rides shotgun aboard a Navy S-3B Viking jet, lands on the USS Abraham Lincoln, marking the first time a president has boarded an aircraft carrier by plane. Underneath a large "Mission Accomplished." sign, he announces that major combat operations in Iraq have ended.